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.
Maui Resort Rentals: Groundfloor Interior Honua Kai Konea 143, Huge Lawn Area, Steps to Pools/Beach/B.B.Q.s!
Enjoy one of the most convenient ground floor locations at Honua Kai in the highly sought interior courtyard of the Konea Tower. Konea 143 offers a spacious 1315 square feet of living space and convenient interior ground floor access to the pools, beach, and BBQs. The...
Marriott Ko Olina Beach Club (studio mountainview inquire first)
Please inquire first before making reservation request to ensure dates are available.Oceanview rates are higher about 15-30% more. Cross posted on Airbnb_platform as well. Cheaper there as it does not charge Hawaii state taxes. as Free parking for one car. No resort...
Breathtaking Oceanfront Condo Kauai Vacation Rental
PU'U POA 305 is a beautiful two bedroom condo with unobstructed views of the ocean. Every morning you can drink your coffee and have breakfast watching the surfers catch the ever changing waves at the point by the St Regis Hotel. On many days in the winter and spring...
Four Bedroom Luxury Home - Ka Milo at the Mauna Lani
Located in Ka Milo at the Mauna Lani Resort area, our luxury home boasts 4 bedrooms, 3.5 bathrooms, a full kitchen stocked with essential equipment, a laundry room with a washer and dryer set, and a lanai deck with an ocean view. It comfortably sleeps up to ten adults...
Spacious Kealakekua Bay Home with 4-bedroom bay home: Enjoy Quiet rejuvenation
Hale Maluhia La‘a' - Home of Sacred PeaceReview all 99% of our wonderful 5 Star reviews on our homePlease contact the owner with any questions, and about 6 month or longer rentals. 25% discount on 28 day stays.This is our beautiful 4-bdrm; 4th bdrm/Great Room home...
Paradise Awaits on Maui's Best Beach!
Welcome to our Maluhia (Peace) Condo at Mana Kai #304” – The sun, sand, smells and pristine blue green ocean is just what the doctor ordered!This condo is completely brand new as of 10/2025. Full remodel, floors, cabinets, bathrooms . . . everything you need for an...
Nicely upgraded 2nd-floor 1bd ocean view condo
Papakea G204 is a 1-bedroom, 1-bathroom condo situated on the 2nd floor, and can accommodate up to 4 guests. Papakea Resort has elevators for easy access to your condo in paradise. This condo offers a fully equipped kitchen, perfect for dining in. The living room area...
Best location Long term rentals available
HI SPEED WI FI FIBER OPTIC INTERNET THAT RUNS @ 1GB SPEED.FREE FIBER OPTIC INTERNETOR DIRECT ETHERNET CONNECTION IF PREFERRED This perfect central location is ideal for exploring the entire Island. Aina Lani can be your home base for day trips anywhere and the best...
Home Of The Cherished Seacoast By Parrish Kauai- oceanfront & walk to Poipu Beac
Our Kauai cottages include this one across from the world famous Brennecke Beach and steps from sunny Poipu Beach. Hale Kahakai Punahele (The House of the Cherished Seacoast) is arguably located in one of the best beach locations in Poipu. With its incredible...
OCEANFRONT condo with spectacular views, close to all - Maui Kai 908
Discover your Maui sanctuary at this completely remodeled 1-bedroom, 1-bath oceanfront condo at the Maui Kai Resort, located directly on North Kaanapali Beach. With breathtaking 180° views of Lanai and Molokai, stylish interiors, and updated finishes throughout, this...
West Maui, Oceanfront:April 2 - 11 on Special!
Beautiful MAUI condo with unrivaled views of the ocean, the islands of Lanai and Molokai! Imagine being in this Top Floor Unit directly on the ocean, as you enjoy your meals & those spectacular complimentary sunsets from the lanai. Nestled 10 minutes north of Lahaina,...
Hale Moana E21, Coconut Grove Views, Walk to Kapaa Town and Beach
Village Manor Apartment #E21. Waipouli, Kapa'a, Kaua'i Vacation Rental. Accommodates up to 4 guests, including children and infants.Hale Moana in Village Manor #E21 is a cozy, bright and airy second floor, two-bedroom, 1.5 bath, end unit with mountain views and distant...
White Sands Village#325: Incredible Wrap Around Lanai,Beachfront Complex, AC!
Penthouse Style Living, Spacious 1030 sq ft condo located in White Sands Village Kona's Premier Vacation Rental destination. Private, peaceful corner unit with 416 sq ft wrap around Lanai, top floor with 2 bedrooms & 2 bath nicely appointed, sleeps 6. Master has a...
Haena Beachfront With Stunning Panoramic Ocean Views TVNC # 5134
Anchorage Point offers a once-in-a-lifetime vacation experience, providing contemporary luxury in a secluded beachfront setting. Ideal for families, the home showcases breathtaking panoramic views of the Pacific from its living spaces and from both master suites. It is...
Unbelievable Ocean Views and lovely Kailua Bay.
The view is of the entire bay and harbor of Kailua-Kona. This is a remodeled 2 bed, 2 bath, washer/dryer, reserved parking on ocean condo. We have put in a built-in desk with WIFI connections should you need to work remotely. Our pool is salt water and heated in the...
View, Views, Views, Studio King Bed Views of Hanalei Bay, Lagoon pool from condo
#1303 has views from the highest point at Hanalei Bay Resort of Mt. Namolokama and its spectacular waterfalls, Hanalei Bay, lava rock pool and hot tub, second pool with barbecue area and full beachoutdoor kitchen, 6 newly resurfaced tennis courts, 4 asphalt and 2...
Maui Resort Rentals: Honua Kai Konea 407, Upgraded Interior Courtyard 2BR w/ Full Ocean Views
Konea 407 is a gorgeous oversized 1315 sq ft 2 bedroom OCEAN VIEW villa with 3 KING BEDS that affords а perfect opportunity for a GROUP OF 8 to gather and celebrate or just have a relaxing time! Its 4th-floor location offers beautiful ocean and pool views. This prime...
LOW MAY RATES Just across the street to the beach ! Read our EXCELLENT Reviews!
LOVELY and remodeled condo # 108 at Kihei Resort ! BRAND NEW KITCHEN REMODEL , New laminate FLOORS, New furniture, KING BED BRAND NEW, New Italian Queen sofa sleeper with foam mattress . Sleep well in your Luxrious Jade Euro Top Hybrid which is Individually Encased...
Villa Maluhia with AC, views!, watch baby albatross play in your front yard
Welcome to Villa Maluhia, a fully renovated 1br/1ba nestled in the serene beauty of Hawaii’s Garden Isle. Situated in the prestigious Kamahana Princeville community, this downstairs unit offers panoramic ocean views and golf course views at the end of a quiet road...
Maui Resort Rentals: Honua Kai Hokulani 736 – 7th Floor Ocean & Mountain Views w/ King Size Balcony!
Hokulani 736 is a luxurious 7th-floor two-bedroom ocean view corner suite and one of the few offerings at Honua Kai that affords views of both scenes that Maui is famous for... the relaxing blue Pacific Ocean and the majestic West Maui Mountains.The generous 1240 sq....
Golf Villa with Ocean View! Reduced Rates & Green Fees!
Come and discover tropical paradise in this tastefully remodeled golf villa. Located on the sun-drenched Kohala Coast between two beautiful golf courses it provides spacious vacation accommodations with easy access to some of the Big Island's most notable...
🏖️Private | Golf Front Townhome| Concierge Included | vrKCV
vrKCV - Mauna Lani Fairways 1104, Professionally Managed by Kona Coast VacationsRelax and rejuvenate in this spacious, 1600 square foot, two-bedroom, 2-1/2 bath, two-story town-home. Located on the western perimeter of The Fairways within the Mauna Lani Resort complex,...
Ma'alaea Surf, Unit D5-1BR Ground Floor Beachfront Condo, AC, Wifi, Pool, TV
In the heart of paradise, Unit D5 at Ma’alaea Surf Resort awaits with its newly refurbished charm. Nestled just 5 steps away from the soft embrace of the white sandy beach, this ground floor haven of comfort and a touch of Hawaiian country style living, D5 envelops us...
KBM Resorts | FREE CAR Kapalua Golf Villa KGV-24P7, Ocean + Golf Views!
** 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...
Kona Alii 403: Tropical Oceanfront Condo w/ AC & Pool in Downtown Kona
Welcome to Kona Alii 403, a beautifully remodeled oceanfront condo in the heart of historic Kailua Kona, HI. Offering 780 square feet of thoughtfully designed living space, this one-bedroom retreat perfectly combines modern comfort with the timeless beauty of the...
Wailea Beach Villas PH211 - 2 Bedroom Garden View Penthouse
Indulge in entertainment abound when vacationing in Wailea Beach Villas Penthouse 211. After you’ve spent an action-packed day at the beach or hiking one of Maui’s scenic trails, return to your vacation residence and discover some more relaxing...
Amazing Ocean Views - Steps To Beach - Newly Remodeled
Our luxurious one bedroom, one bath, non-smoking condo has amazing ocean views, and breathtaking sunsets from the beach. We are located at Sugar Beach Resort, which is steps away from the white sandy beach, and incredible ocean access.As you relax on the private lanai,...
Renovated Oceanfront Condo
Oceanfront one bedroom unit recently remodeled with new kitchen and bath and central AC. Expansive ocean and marina views offer gorgeous sunsets every evening. This is the perfect location to enjoy your Hawaiian vacation. Note: the lanai will be closed from Feb 9 -...
Escape to Tropical Bliss, Our Dreamy Oasis at the Plantation at Princeville
Nestled between mountains and sea on Kauai’s spectacular north shore, our family's air conditioned condo welcomes you. Savor the Polynesian elegance and comfort of this charming & spacious townhouse, where you’ll enjoy lush, tropical surroundings with garden views...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Full 9th Floor Ocean AND West Maui Mountain Views
This tandem package combines 2 neighboring two-bedroom suites to create a 4 bedroom package that offers stunning ocean views in addition to views of the majestic West Maui Mountains.These neighboring suites provide a perfect opportunity to gather, reconnect, and...
SPECIAL DISCOUNT PRICE!Great Family 3BR OceanView of Waikiki Beach&Free PARKING
TAT Tax Registration identification number :TA-198-110-8224-01The GET tax number is :GE-198-110-8224-01TAT tax 10.25 % , GET tax 4.712% and CTA tax 3 % are charged separately on room charge .It automatically added to your rental cost and there no other hidden fees after...
Partial Ocean View King STUDIO with Kitchenette and FREE WIFI!
Aloha from Waikiki! We are a short-term vacation rental company, we are not part of the hotel. The Royal Garden is located at 440 Olohana St., walking distance to everything. Take a short stroll to Luxury Row on the Waikiki "Strip", and the Ala Moana Shopping Center or...
Direct Beachfront escape near Kaanapali
Discover the breathtaking oceanfront 1-bedroom condo in Honokowai. Enjoy the splendor of Kaanapali Beach and serenity of Napili Bay. Indulge in the communal pool and soak in the hot tub after a day of exploring the nearby Whalers Village. Stay connected with the...
Includes Mauna Lani Beach Club Pass. Fairways at Mauna Lani 2102
**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. Valid for new bookings made September 24 or after. Please message us...
🏖️Easy Walk to the Beach | Golf Community | Concierge Included | vrKCV
vrKCV - Palm Villas at Mauna Lani I23, Professionally Managed by Kona Coast VacationsExperience Resort-Style Living at Palm Villas I-23Enjoy a luxurious stay in this designer-furnished golf villa, located within the private, gated Mauna Lani Resort. Overlooking the 17th...
Stay in Hana Upstairs
Beautiful spacious studio with 1 queen bed, full kitchen (fridge, stove, oven, microwave, Keurig), ceiling fan, full private bathroom and wrap around covered deck. You'll be surrounded by the sights of trees and sounds of ocean and birds. The property is 2 acres of lush...
Hokulani 414 at the Honua Kai Resort ~ Light & Bright with Partial Ocean Views
Welcome to Hokulani 414, you're home away from home at the Honua Kai Resort! This 1 bedroom/1 bathroom condo is bright and airy, with lovely ocean views and comfortable furnishings. You are only a short stroll away from some of Maui's most beautiful beaches, sparkling...
ILIKAI 19th FL OCEAN VIEW - GREAT VALUE!
Beautiful Ocean & Lagoon Views from Bedroom, Living Room and Kitchen on the 19th floor of the iconic "Hawaii Five O" Ilikai Towers. Enjoy your Friday night Fireworks from the comfort of your own Lanai. The condo has a brand new quiet mini-split AC to regulate a perfect...
A Piece Of Paradise!
Unit 231 which is in the Plumeria building offers stunning ocean, island, sunset and mountain views from the living areas as well as the bedroom! You won't find ocean views from the bedroom in many Kihei properties. The unit is on the second floor and the closest one...
Across the beach! Beautifully remodeled Kamaole Sands #9-308.
Welcome to our Ohana, Maui Lemurian Condos. Located at Kamaole Sands resort in the heart of Kihei, our home away from home. Kamaole Sands is a beautiful, South Kihei resort, located directly across from Kamaole III Beach and easy walking distance to Kihei Village....
Ultimate Luxury: Chef's Kitchen, Soaking Tub, & Private Lanai in Stunning Villa!
Stay longer, enjoy more! Book 10+ nights and receive a free mid-stay clean. Book 14+ nights and get one night free!This property is hotel zoned, and not being affected by the recent proposed legislation.Enjoy your perfect Maui getaway in this spacious and gorgeous...
Fantastic panoramic sea views - Best beaches - great location - well managed
Enjoy panoramic ocean views and stunning Maui sunsets from your lanai. We think our unit really is something special. Located away from the elevators and other foot traffic .... this quiet one bedroom unit, located in Bldg. D, is the perfect vacation getaway. In June of...
8 GUESTS, 2 X ❤️AWESOME STUDIOS❤️ FREE PARKING, 5MIN TO OCEAN
IMPORTANT NOTE: This listing is for TWO ( 2 ) SEPARATE STUDIO APARTMENTS in the same building. They will likely be located on different floors. If you need a 2-bedroom apartment with bedrooms connected via a common area, please choose a different listing.Hotel Zoned &...
Guaranteed Ocean Front Villa at the Westin Kaanapali Ocean Resort Villas North
This 26-acre ocean front property is one of the newest luxury resorts on Kaanapali Beach, and features 3 swimming pools, whirlpools, poolside bar & food service, beach & cabana services, water sports kiosks, spa, fitness center, poolside grills for guests, tennis...
Breathtaking Pool & Ocean Views! - Updated Corner Unit -Sugar Beach #412
Sugar Beach Resort #412 – Updated Corner UnitWelcome to Sugar Beach Resort #412, a beautifully upgraded one-bedroom, one-bathroom oceanview condo with a prime corner location overlooking the pool and Pacific Ocean. This stylish retreat blends comfort and convenience,...
Ma'alaea Surf Unit C4-1BR Ground Floor Beachfront Condo, AC, Wifi, Kitchen
Ma'alaea Surf, Unit C4 is totally upgraded and is a conveniently located ground floor unit, just steps away from the small pool. This beautiful unit features a contemporary, well-equipped kitchen, with alder cabinets and Caesarstone counters, a comfortable spring-free...
Deluxe Island Retreat-Newly Remodeled - SUMMER SPECIAL
Paradise awaits you at this lovely seaside condo...….Relax amidst the lush tropical landscape that welcomes you to Ali'i Kai Condominiums. This ground-level unit opens up to an expansive tropical jungle on the “Mauka” (mountain) side, and to partial ocean views on...
Maui Banyan fave! Ocean View, Renovated, Steps to the Beach, King Bed, Split AC
We would like to welcome you to Maui Banyan H-308, a spacious 1-bedroom, 2-bathroom, tastefully furnished vacation rental condominium with private lanai and a sweeping ocean view.For long stays, (28+ nights), a long stay discount of 15% will be automatically reflected...
Unobstructed 180-degree Western Views just steps from Maui's Best Beaches.
KIHEI AND SOUTH MAUI ARE OPEN TO VISITORS AND WERE NOT AFFECTED BY RECENT WILDFIRES. For volunteer opportunities during your stay, go to: gohawaii.com/malamaWith whale-watching, sunsets, and swaying palm trees in between, this top-floor, one-bedroom unit has one of the...
Konea 312 at Honua Kai Resort ~ Stylish & Modern Upgrades, Light & Bright Condo
1 Bedroom + Den With Stylish Upgrades & Garden View ~ Hosted By Maui WestsideThis fully upgraded 1 bedroom plus den condo at the Honua Kai Resort boasts breathtaking views of the West Maui Mountains. With 915 sq. ft. of living space that has been renovated with designer...