Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Ocean Front Paradise at Magic Sands Beach With AC
The first thing you will notice when you enter the condo is the view of the ocean that fills the entire glass slider making you feel like you are on a ship out at sea. One guest said they dropped to their knees and wept because of the overwhelming view of the ocean....
Maui Resort Rentals: Marriott's Maui Ocean Club 1 Bedroom Oceanview Suite
Freshly Renovated One Bedroom Ocean View Suite at Marriott's Maui Ocean Club! Family time is limited, make the most of your vacation time with an out of this world Ocean front experience. Why pay for a small hotel room when you can get TWICE the size for about the same...
Sunny Fourth Floor Condo with Shared Pool, High-Speed WiFi, and Washer/Dryer
Maui Banyan Q408Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy the privacy and space of this charming beach condo, with a view of the shared tennis court and ocean to inspire...
Spectacular Ocean and Sunset Views From This 2BR/ 2Bath 6th Floor Condo
Our Privately Owned Two Bedroom Condo Has One Of The Best Views in South Maui extending from Wailuku Heights to Keawakapu Beach Maximum occupancy in this unit is 4 Enjoy swimming, snorkeling, or whale watching on one of Maui's finest beaches. D-602 is elegantly...
Hana Ocean Palms Bungalows
The Hana Ocean Palms Bungalow is located across from one of Hana's most beautiful oceanfront pools - Waioka Pond (Venus Pool). The property is nestled in a coconut palm grove and surrounded by almost an acre of lush tropical flowers, fruit trees and bamboo. Pick...
Whaler #1074 Remodeled One-Bedroom Two-Bathroom Ocean View
The Whaler on Kaanapali Beach #1074 is a beautiful one bedroom, two bath ocean view unit located on the courtyard corner of Tower II. It's 10th floor location provides expansive views that stretch from the lush West Maui mountains across the courtyard and out to...
Absolute OCEAN FRONT unit on famous Banyans Surfing Beach!
This unique, ocean front unit has all the feel of Hawaii, from it's tropical decor & palm trees to the ocean below! Watch the surfers from your private lanai. Fall asleep and wake up to the sound of the ocean waves as they break not 50 feet away from you! Enjoy walking...
Hilton Waikoloa Pool Pass Included for stays thru June 2025! Waikoloa Fairway Vi
**Complimentary Late Check Out up to 7:00pm for stays of 5 nights or more between October 1-December 19, 2025 (stay must be complete by December 19th) based on availability at the time of booking. Please message us to inquire about the availability of late checkout on...
Sugar Beach Resort Condo w/ Shared Pool/Hot tub, Free WiFi-Beaches Await
Sugar Beach Resort 140Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
OCEANFRONT, remodeled Napili Shores A203 - Steps from the beach!
Indulge in a truly elevated Maui getaway at Napili Shores A203, a newly renovated, designer-furnished studio perched on the ocean’s edge. Located on the coveted second floor of the A-building, this oceanfront unit offers panoramic views of Lanai, Molokai, and the...
❤️PiH❤️ KOHALA HAVEN ★ PLUS Hilton Resort Passes ★ 3 Full Bath ★ Closes to Pools ★
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Kohala Haven, a part of our Hawaiian Luxury Collection.Kohala Haven at KaMilo is a wonderful new single-level 3 bedroom home. We pride ourselves on providing some of the most sought after homes on the Kohala...
Maui Resort Rentals: Honua Kai Konea 148 – Upgraded, Extra-Large Ground Floor 1BR, Spacious Lawn Area + Easy Pools/Beach Access
Konea 148 is a luxurious upgraded ground floor suite with one of Honua Kai's largest one-bedroom floor plans and easy access to the pools, beach, and B.B.Qs. Your group will have plenty of space to spread out on the large adjacent lawn area. Take in the views of the...
Nihilani 32C - House of the Golden Ocean
This North Shore Kauai private condo rental features 2 Master bedrooms, Plus extra sleeping space in a Trundle in the Family Room, two dining and living areas, a large kitchen, and access to the Nihilani at Princeville resort amenities.The spacious, furnished lanai...
Townhome at Kuilima Estates at Turtle Bay
Welcome to this spacious second story townhome at Kuilima Estates at Turtle Bay. This condo is located on the eastern side of Kuilima Estates, making this condo one of the closest units to the Turtle Bay beach. .With a completely updated interior, guests enter into the...
KBM Resorts | FREE CAR | Honua Kai Konea | Garden view | 2-Bedroom Condo with Large Courtyard views! HKK-343
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Includes Mauna Lani Beach Club Pass. Fairways at Mauna Lani 704
This vacation rental is professionally managed by ResorticaHawaiiFairways at Mauna Lani 704. Includes Mauna Lani Beach Club PassPlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedAdditional Bedding: Single...
Beautiful 3bd 3bth Condo SOUTH KIHEI Maui Hawaii CENTRAL AC Kamaole 1 Beach
Welcome to Paradise!5 Min walk across the street to the Beautiful & Sandy Beach Charley Young & Kamaole 1.Perfect for sunbathing, swimming, building castles and snorkeling! Enjoy all the comforts and amenities of our beautiful condo to make this your ultimate vacation...
NORTH SHORE OCEAN FRONT - 30 day rental TA 044773171201
Welcome to Hale Aloha. Please inquire about staying at our property! Our home was recently remodeled in 2016 with new everything including central AC and has a detached enclosed garage. This is the first time it has been available for rent and is in excellent condition...
Villas Of Kamalii 55: 3 BR, 3 BA Condominium in Princeville, Sleeps 6
Discover the ultimate in island living at this meticulously maintained 3-bedroom, 3-bathroom townhome in the exclusive, gated Villas of Kamalii. Presented by Hawaii Life Real Estate Services, this residence offers a rare blend of luxury and convenience.Imagine:...
STUNNING OCEAN VIEW CONDO! Fully Remodeled! Ground!Private!Bunks!Large Lanai!
EKAHI 51B Wailea Ekahi 51B is a luxury high end condo in the highly sought after ocean front complex Wailea Ekahi Village. We purchased this condo and have completely remodeled it . The results are stunning. This is the largest one bedroom two bath plan in Ekahi. We...
Whalers Cove Unit #113 - Spectacular and Secluded Oceanfront Condo with Pool!
Whaler's Cove 113 – Oceanfront Luxury Condo with Stunning Views of the PacificExperience the ultimate beachfront getaway at Whaler's Cove 113, a secluded 32-unit oceanfront hideaway on Kauai’s South Shore. This luxurious 2-bedroom, 2-bath condo offers breathtaking...
BEAUTIFUL POIPU OCEAN VIEW 2 BRD 2.5 BATH Condo with A/C nSpring 25' Dates Openn
The beautiful Makahuena resort is located on the southern most tip of the island of Kauai in Poipu Beach. Offering breathtaking views of the Pacific ocean from the bluffside townhome style deluxe condominiums.Split level air conditioning in both bedrooms makes for cool...
Ilikai Hotel Renovated Condo Steps Away From Beach w/Free WiFi & Full Kitchen
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE:Spalling repairs and full exterior painting of the building in effect. Please be advised: Balcony access for this...
Royal Mauian 607: Oceanfront Serenity Awaits in This Amazing Condo! - With A/C
Royal Mauian #607 – Penthouse Oceanfront Luxury in KiheiRoyal Mauian #607 offers the ultimate Maui getaway with its top-floor location, upgraded modern décor, and panoramic oceanfront views. This two-bedroom, two-bathroom condo combines contemporary style with the...
❤️PiH❤️ SAND CASTLE ★Ocean Views ★ Spacious and comfortable for larger families ★
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Sand Castle Villa, a part of our Hawaiian Luxury Collection. Sand Castle Villa at KaMilo is a wonderful 4 bedroom home.We pride ourselves on provide some of the most sought after homes on the Kohala Coast and...
Wailea Grand Champions 168 - Complete Remodel - Amazing Golf Course/Ocean Views
Hawaii Tax ID: TA-144-497-4592-01COMPLETELY REMODELED - GOLF COURSE & OCEAN VIEWSGrand Champions #168 is a impeccably kept one-bedroom two-bath luxury villa with amazing golf course and limited ocean views. The unit is located on the 7th fairway of the the Wailea Blue...
NEWLY REMODELED-RARE GROUND FLOOR 2 BD-NICELY UPDATED-AC-METICULOUS CLEANING
Book with confidence, this newly remodeled 2 bedroom, 2 bathroom (1086 sq. ft) ground floor condo is managed by PMI Maui, a local Real Estate Brokerage that specializes in vacation rentals. We are located within a mile of the resort and available 24/7 to our guests....
EL K203 2BD Condo w AC Pool Beach Cabana
Eldorado K203 Incredibly Spacious Condo with Amazing Sunset Views-Perfect for Families FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm...
Wake up in paradise with a touch of Hawaiian rainbow
Wake up in paradise in a one bedroom apartment just a stone throw away from the Waikiki beach.Waikiki park Heights is located just 2 blocks away from the beach, international market place , the most famous HY's steak house in Honolulu and a lot of good Hawaiian style...
Newly Remodeled Ocean View Condo, 2 bedroom, 2 bath, No stairs!
Vacation Hawaiian Style!Planning the most magical vacation to Kauai?Paradise awaits you on the North Shore in Princeville at Hanalei. This condominium in the Ali'i Kai resort is one of the more secluded units that features great mountain and ocean views. This complex is...
Groundfloor Beach Chic Condo W/ Lanai, Beach Across The Street! Nearby Dining
Recently Refreshed and Brand New!! ***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** Welcome to Kihei Resort 111, a stunningly refreshed condo one block from the shores of North Kihei. Kihei Resort is a lush complex with beautiful grounds and a Zen...
Poipu Sands 312 - Ground Floor, Beautiful, One Bedroom Condo Near Pool and Beach
POIPU SANDS 312 AT KOLOA KAI VACATION RENTALSOcean-View Getaway in Sunny PoipuWelcome to Poipu Sands 312, your serene island retreat located on Kauai’s picturesque south shore. With its recent renovations, vibrant décor, and stunning ocean views, this 1-bedroom,...
Oceanfront, ground-floor condo with water views & a pool
Mahina Surf 113Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Your little piece of paradise awaits at this ground-floor, oceanfront home away from home! Ideal for a romantic...
MKV Beach Resort In the Heart of Ka'anapali - Beautiful Ocean View Condo # C155
Note: MKV charges $25 per day resort fee at check in.Beautifully updated studio condo with an ocean view. Amazing sunsets and whale watching are found here. Our condo features new modern furniture, fresh paint and new decor throughout. MKV resort has direct beach...
Kauai Beach Resort, Oceanview Room, Restaurants on Site, 4 Resort Pools jacuzzi
Our unit is a privately owned hotel room located in the Outrigger Kauai Beach Resort and Spa.Beautiful second floor unit in building 4 (closest building to the ocean), with an unobstructed view of the ocean. King bed with chaise lounge. Only steps until your feet touch...
Mauna Lani-Luxurious, Private beach club pass, Lanai sunsets, closest to ocean
This Mauna Lani Resort villa is a terrific alternative to a luxury hotel room at the 5 star hotel . You will have all the amenities of a luxury oceanfront resort, with a full kitchen and lower price. Only minutes (drive or walk) to a pristine, private, Owner's only...
Direct Oceanfront Waikiki! Parking at Waikiki Shore included!
This condominium unit is the most unique unit in the entire building since not only is it located directly on the beach direct oceanfront, but it is the only one-of-its-kind with a one bedroom and two full-size baths configuration. It sleeps up to four people...
Hale Hui Kai 311 Ocean Views and large balcony overlooking Keawakapu Beach
This private oceanfront condo is on third floor of the building ... just a few steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty and tranquil...
202 - Premium remodeled oceanfront with A/C - Spectacular!
* This is one of the premier one bedroom, 1.5 bath units at the Kihei Surfside! * This ocean front condo has been upgraded to a very high standard * One of the best locations in the building - 50 feet from the ocean! * 100 feet from one of the finest beaches in Maui *...
Oceanfront 2BR/2BA Unit: Stunning Views, Modern Upgrades, Prime Location MKAI307
Located at the premier oceanfront property of Mana Kai, this upgraded 2 Bed, 2 Bath unit will make you never want to leave! Admire breathless views of the beach, ocean, Molokini Crater, and Kaho'olawe! Enjoy the fresh, modern interior with upgrades throughout!The moment...
Beautifully remodeled ocean view condo in Wailea WE27B
Hawaii Tax ID: TA-072-016-4864-01TMK: 210080600050Enjoy this beautifully remodeled luxury unit at Wailea Ekahi! A short drive to amazing restaurants, breathtaking beaches and all day adventures. You get ocean views while you enjoy your home away from home during your...
NORTH SHORE ESCAPE. 8 Min to Hanalei. Modern & Immaculate. AC. Pool & Hot Tub
This spacious and stylish retreat offers couples and small families an elevated island escape—complete with all the modern comforts and thoughtful amenities of home.- Just 8 Minutes to Hanalei - Close to the Best Beaches, Trails, & Eats- Air Conditioned w/ Full...
Ocean views, Resort-like pool, hot tub and A/C! This place has it all!
Moana Sunrise Villa is a gorgeous estate with every modern luxury you could want on your tropical Hawaiian vacation! Beautiful furnishings, designed by NestEgg Designs, make the experience on the other side of your keypad protected private entrance as memorable as the...
Two bedrooms one Amazing Vacation
Welcome to our cozy and inviting two-bedroom home great for friends or families looking for a relaxing getaway. Two bedrooms with three beds and clean linens. Full bathroom with fresh towels. Quaint living room with large sofa and cable TV. Fully equipped kitchen and...
Maui Resort Rentals: Honua Kai Hokulani 532 - 1BR Suite w/ Lush West Maui Mountain Views
Hokulani 532 is a luxurious 5th floor one bedroom suite that offers beautiful vistas of The West Maui Mountains with their frequent afternoon rainbows. The suite is ideally suited for small families and couples who are looking for luxurious and spacious accommodations...
DISCOUNTED RATES! 201 2nd floor, extra wide, corner 1 bed, 1 bath condo
The Kulakane is one of the best locations in West Maui. We are just steps from the water and have wonderful views of Lanai' and Molokai'. Unit 201 is a spacious end unit with expanded windows for lots of sun and light. The "in unit" washer and dryer is very convenient...
Oceanfront - Fantastic View - Affordable: 2 Br + 2 Ba Waiohuli Beach Hale A203
Enjoy a totally remodelled 2 bedroom 2 bath condo - panoramic ocean views and a beautifully furnished interior created by an artist. Sleeps 6.Enjoy spectacular sunsets, long sandy beaches, gentle trade winds, lush tropical gardens, relaxing in the sun, listen to the...
Ma'alaea Surf, Unit G9-2BR Beachfront Condo, AC, Wifi, TV, Pool, Kitchen
Ma'alaea Surf, Unit G9 is a townhouse unit situated on the second floor which offers our guest total privacy. This unit has stunning ocean views and overlooks the large pool. This elegant unit features a fully furnished gorgeous kitchen and is equipped with central AC,...
Luxurious Beachfront Corner Condo -Captivating Ocean Views - Sugar Beach #535
Sugar Beach Resort #535 – Luxurious Beachfront Corner CondoWelcome to Sugar Beach Resort #535, a fully remodeled two-bedroom, two-bathroom oceanfront condo with vibrant beach-inspired décor. This spacious corner unit offers panoramic ocean views, modern upgrades, and...
Beachside 1bd/2ba with Ocean Views & Resort Amenities - Kamaole Sands 9-310
Kam Sands 9-310 is the perfect spot to enjoy your Maui Vacation! Located central to all resort amenities and across the street from Kam III, you are a short stroll from pool time, beach access with great snorkeling, playground and huge grass area perfect for sports...