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.
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...
Sunrise Hale: Oceanfront 3rd Floor Condo with Stunning Sunrise Views & Private Lanai at Kaha Lani!
Welcome to Sunrise Hale, your oceanfront sanctuary perched on the third floor of Kaha Lani along Kauai's stunning Royal Coconut Coast. Overlooking the famous Ke Ala Hele Makalae coastal path, this serene escape offers uninterrupted ocean views and front-row seats to...
Whalers Cove Unit #113 - Spectacular and Secluded Oceanfront Condo with Pool!
Whalers Cove, overlooking the sparkling Pacific Ocean, is a secluded 32 unit oceanfront hideaway boasting a heated aquamarine pool and a Jacuzzi tub in the master bath. The ultimate luxurious condominium on Kauai! Comfortable and spacious, fully equipped with a 50" high...
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...
FABULOUS BEACH HOUSE, OCEAN FRONT VIEW, BEST LOCATION, WALK TO BEACH, RELAXING!.
STEPS AWAY FROM KAHALU'U BEACH!! PIECE OF PARADISE!! PRIVATE BEACH HOME!! COVID 19/ .... OPEN SPACE! Best priced in this area of Single-family PRIVATE homes of KAHALU'U BEACH AND MAGIC SANDS BEACH. Significance of landscape. Ali'i Drive of Natural Beauty. This land had...
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 NOTICE — July 9, 2025Starting in July 2025, spalling repairs and full exterior painting of the building will begin. Please be...
Royal Mauian 607: Oceanfront Serenity Awaits in This Amazing Condo! - With A/C
Welcome to Royal Mauian #607 – Your Oceanfront Retreat in Paradise!Escape to Maui’s breathtaking coastline and experience true island luxury at Royal Mauian #607. This stunning 2-bedroom, 2-bathroom condo is perched on the top floor of the prestigious Royal Mauian...
❤️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
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 Tour, Pineapple Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
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...
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...
Huge Ocean Views! Direct Ocean Front Condo Sugar Beach Resort #527
Fantastic ocean front view, this beach front condo features new flooring, a very comfortable California king-size bed, queen size sofa bed, central AC, and an entertainment center with digital HD flat-screen TV & surround sound, and free WiFi. The full kitchen has all...
Stay in the heart of Waikiki with cleanliness, comfort & affordability!
Enjoy a relaxing and affordable visit to Honolulu, Hawaii. This studio apartment is located on the 21st floor at the Marine Surf which is surrounded by a variety of fine and casual dining, a multitude of shopping and only 2 blocks away from Waikiki Beach. Apartment...
NORTH SHORE ESCAPE. 8 Min to Hanalei. Modern & Immaculate. AC. Pool & Hot Tub
- Close to the Best Beaches, Trails, & Eats- 8 Min to Hanalei- Air Conditioned- Fully-Equipped Kitchen - Pool, Hot Tub & BBQ Access- Beach Gear- No Resort FeesNestled in the lush paradise of Princeville, this is the perfect retreat for couples or small families seeking...
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...
Poipu Beach House with Ocean View and Lush Garden
This is a 5500 square-foot, eight-bathroom, seven-bedroom residence that can accommodate a large multi generational family. This two-story residence merges our 3 bed, 2 bath upstairs unit, two 2 bed, 2 bath units and a studio, all located within a luscious garden...
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
Welcome to Sugar Beach Resort #535– Luxurious Beachfront Corner CondoExperience the serene beauty of North Kihei at Sugar Beach Resort, a picturesque beachfront condominium resort offering breathtaking Pacific Ocean views. Two six-story buildings, equipped with...
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...
Maui Resort Rentals: Honua Kai Hokulani 549 - 5th Floor Interior 2BR w/ Full Ocean Views
Hokulani 549 is a luxurious 5th-floor interior courtyard two-bedroom suite boasting beautiful views of the azure blue Pacific and Maui's neighboring island Lanai. Guests will be delighted with its fantastic resort vantage point, located on the 5th floor above the palm...
Whaler 523~Amazing Ocean View 2B/2B, AC! Spring Special! Book Now and Save!
Experience spacious luxury and premier oceanfront living at Whaler 523, a beautifully appointed condo located directly on the world famous Ka’anapali Beach. Perfect for larger families, multiple couples, or extended stays, this two bedroom, two bathroom condo offers...
Makani Sands #107 1brm Beachfront condo in West Maui
Makani Sands condo #107 is a one bedroom condo on the first floor where you can walk out to the grass and beach. This condo has been freshly painted and updated. The ocean side lanai off the living room is perfect for watching the sunset over our neighboring islands!...
Immerse Yourself in Cerulean Majesty: Royal Mauian 506 - Mesmerizing Views!"n
Highly cleaned and sanitized for your vacation. Ask about our AlohaSafeStay program. If you have a stay that qualifies for housekeeping services, traditional housekeeping service will be performed every 7th day. This includes refreshing the condo and exchanging bed...
Upgraded Private Oceanfront Getaway On Kauai!
Unmatched Location, Unforgettable ViewsThis top-floor condo at The Cliffs in Princeville offers one of the best locations on Kaua‘i’s North Shore—perched at the very end of Building 6, with expansive views of the dramatic coastline from your private open-air...
❤️PiH❤️ Beautiful Ocean Villa (Nani Moana Hale) ★ Stunning Ocean Views
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Beautiful Ocean Villa (or Nani Moana Hale - its Hawaiian translation), part of our Hawaiian Luxury Collection. Beautiful Ocean Villa at the Mauna Kea Resort Wai'ula'ula complex has majestic views of mountains...
Oceanfront condo with amazing views @ Sugar Beach Resort, Central AC, and more!
Welcome to Sugar Beach 534. This coastal style oceanfront 1 bedroom, 1 bathroom condo can accommodate 4 people. Enjoy ocean views throughout this unit & from your private lanai. Feel right at home with everything from central AC, to in unit washer/dryer, & essentials....
Tropical Bungalow Just Steps From The Ocean With a Sunny Lanai in Kona
10% discount for weekly stays July-AugAloha & Welcome to the Kona Bali Kai Complex located on Ali'i Drive in the heart of the famed Kona resort area across from Banyan's surf break and approximately 3 miles south of vibrant Kailua-Kona. Just steps to the on-site local...
Kamaole Sands - 3BR/3BA, Gorgeous View - AC unit
This is a 3 bedroom, 3 bath, deluxe end unit suite. It is located on the top floor in building #2, and has a gorgeous view of the tropical garden overlooking the fountain, pond, pool, as well as partial ocean view. Best of all, this spacious beach condo has...
This condo is absolutely the perfect spot! A104
A LITTLE ABOUT THIS CONDO...Lokelani A104 - Welcome to paradise. Our condo features beach level access from this deluxe ocean front condo. Newly remodeled with state of the art appliances and granite counter tops. Equip with a Samsung 55’ LCD TV, Bose CD stereo and...
Tranquil Garden Oasis Steps from Oceanfront Pool & Ulua Beach - Elua 909 nnn
Wailea Elua #909 – Garden View Comfort Just Steps from the Pavilion, Pool, and BeachWelcome to Wailea Elua #909, a charming 1-bedroom, 1-bathroom condo located just moments from the beach, oceanfront pool, and pavilion. Nestled in the lush tropical landscape of Wailea...
FEEL THE ALOHA!! Affordable 1BR w/sofa sleeper.
You will find that this one bedroom condo with sleeper sofa is well appointed, & ideal for a couple with a couple of kids. You are steps to the beach, it takes less than five minutes to get there from your unit. You can see the water from the lanai. People say that if...
Aloha Condos, Na Hale O Keauhou, Townhome B-1, Ocean View, AC
Panoramic, 180 degree Ocean Views from Both Levels of the TownhomeSpacious 3 Bedroom, 3 Bath TownhomeCovered LanaisFully Equipped Gourmet KitchenBeautifully Furnished by Hawaii's Top Interior Designer600 Count LinensWell Appointed Fixtures & LampsSleeps up to Six...
LUCKY YOU! Breathtaking Ocean and Diamond Head Views! Steps to Beach!
Waikiki Beach Tower #2302 – 2470 Kalakaua Ave.This spacious, centrally air-conditioned two-bedroom, two-bath condo (1025 square feet plus large lanai) has a breathtaking unobstructed panoramic ocean view! Photos do NOT do this beautiful vacation rental justice! Sleeps...
Beachfront Condo on best hidden beach on Oahu
Updated condo with all of the conveniences for a relaxing beach vacation (most importantly a beachfront spot on THE most under-rated beach on Oahu). I am from Hawaii and I was stunned when I first discovered this beach and loved it so much that I had to buy a property...