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.
Kona Alii#407: Stunning Corner Unit in the Heart of Kona
Welcome to your perfect getaway at Kona Ali’i, located in the vibrant heart of Kona town. This newly furnished 1-bedroom, 2-full bathrooms (yes, 2 full bathrooms!) corner unit on the 4th floor offers a blend of comfort and convenience, ideal for both relaxation and...
Private gated home with 300 Foot private beach front, beach toys and much more!
The Maui Beach House is a two story private beach retreat on a calm and private bay. It is a place of unmatched peace, I tranquility, beauty. This idyllic beach house features wide ocean views from all rooms with a total of over 4,000 square feet. of interior and deck...
Marriott Waiohai Beach Resort - On The Beach- Family Friendly
Escape to the beauty of Kauai and indulge in luxury at this premium Marriott property in Hawaii. With direct access to Poipu Beach and a wealth of amenities, the resort promises an unforgettable Hawaiian experience. Conveniently situated within walking distance of Poipu...
Oceanfront living - Floor to Ceiling wall of glass
Enjoy oceanfront condo living with all the amenities and added comforts of home. Included is an in-unit washer/dryer, full kitchen, reserved parking space, beach and snorkeling gear, WiFi, cable TV, and A/C. Experience one of the BEST unobstructed ocean views and wake...
Tropical Vibes & Sunset Skies
This peaceful Kaua’i home is filled with vibrant paintings inside and tropical gardens outside. A personal gallery of locally curated paintings. Truly, a one-of-a-kind experience. Explore the island and return to this quiet and very comfortable home. Vaulted ceilings...
Hawaii Life Rentals Presents Puu Poa 307
***DISCLOSURE: Puu Poa 307 is listed for sale. Guest may be asked to accommodate showings of the property with 48 hours notice.Puu Poa 307 combines the serenity of verdant mountain and deep blue ocean views with a newly renovated and thoughtfully designed condominium....
Amazing Oceanview Beachfront Getaway Close to Everything!
Aloha! If you are looking to get away from it all but still be close to everything that Maui has to offer, look no further! Our owner-hosted (no dealing with unresponsive property managers) beachfront 4th-floor condo makes you feel far from it all yet is minutes away...
Wailea Ekahi Village 7B - 1 Bedroom Garden View Condo
Wailea Ekahi 7B is a beautifully appointed vacation rental located within the serene Wailea Ekahi Village. This spacious one-bedroom, two-bathroom condo offers a perfect blend of comfort and luxury. The interior of Wailea Ekahi 7B features a contemporary design with...
Hawaiian-style garden courtyard setting across the street from the beach!
This is an end unit on the first floor at the back of the resort complex. You can enjoy the lush gardens and tropical breezes from the spacious lanai. The newly renovated condo has a primary bedroom that includes a king size bed. The main living space contains a wall...
❤️Luxury 2 BD Condo at Honua Kai Resort on the Beach ❤️
1 Bed & Den (Like a 2 BED), Sleeps 6, Large Lanai, Huge bath with Soaker Tub & Separate shower MauiRentalCondos Aloha! Welcome to Paradise! Important: Although this is a privately owned vacation rental home this complex is zoned "Hotel" so not part of any potential...
<br>🐳Whale Season is Here🐋<br>Book Now!
Aloha 🌺 Thankyou for your inquiry,Its a timeshare so multiple units avail so if you see the calendar is blocked inquire anyway👍🏻 We may have another option!These resorts are amazing 🥰 with Heavenly Beds! Heavenly comforters and Bath Products:) Each Studio Premium has...
Alii Villas #332 On Ocean Fantastic View. Watch Dolphins, boats and canoes go by
Come enjoy a fabulous time in an ocean front property in Kailua-Kona Hawaii. This unit is a 2 bedroom, 2 bath home at a premier location at Ali'i Villas. The décor of this unit has been done in cool coastal and has just been remodeled top to bottom. Shoji screens can be...
SUNSETYARDS on SUNSET Point, OPEN APRIL 2025-Sept 2025. almost beachfront.
SUNSETYARDS BEACH HOUSE ON SUNSET POINT. .. this lovely 2-bedroom house offers breathtaking ocean vistas and serene natural scenery that make it ideal for a tropical escape. Nestled just a 7-minute drive from the renowned Banzai Pipeline and a 15-minute drive from the...
20FT Walk to BEACH/ Ocean VIEWS/BOOK 7 Nights & GET the 8TH Night Free
This large corner villa is located inside the Beach Tower, the closest building to the beach (20ft walk from your condo to the beach lagoon).Promo: Book 7 Nights and you will receive the 8th Night Complimentary (dates may vary based on the season).We have a dedicated...
Spectacular views from this newly remodeled direct oceanfront 2bd/2bth unit.
The building is about 300 feet from the sand which makes it perfect for water sports or nice walks on the beach. The updated kitchen has plenty of counter and cupboard space and is open to the dining area The side view from the dining area overlooks a waterway, upscale...
Maui Resort Rentals: Honua Kai Hokulani 645 - Stunning 6th Floor 2BR w/ Fantastic Ocean Views!
Set in the serenity of the Hokulani Tower interior, Hokulani 645 boasts impressive ocean views from its prime 6th-floor location high above the palm trees that often obstruct the view of lower floors. The suite's expansive 200+ sq ft lanai also overlooks the lush...
Kaneohe Bay View 2br/1.5ba
***HAWAII STATE LAWS governing short-term rental properties: In order to comply with the Honolulu vacation rental rules (Honolulu and County Ordinance 25-2, Bill 62), our property is available for month to month occupancy with a minimum 90 day stay. This means that our...
Konas#1Rated Oceanfront Pool4 Bdrm Home Walk2Town Ironman Thanksgiving Christmas
Welcome to the sea of love! Happy Mahalo Monday! Have a wonderful week! Ready to escape to Big Island? We offer semi concierge service . Location Location Location!! This beach house rocks, walk 2 town with very small sandy beach. Feb 4/5 to Feb 11/12/13/14/15… 7 Night...
2BOF3 Aston Waikiki Beach Tower: 2 Br with Ocean Front Views & Full Kitchen
Waikiki Beach Tower: Two-bedroom suite with Ocean Front Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination of exclusive condominium living and attentive resort-quality service. Modern and lively, this...
Next Generation / Remodeled-2 Bedroom-2 Full Bath-End Unit-Specials!
Magnificent large 7th floor end unit condo, considered the corner suite, is fully equipped with new furnishings, including barn doors, new ceilings, new bathrooms, new kitchen, new flooring and ultra modern features throughout. This condo has literally been rebuilt from...
2 bedroom home minutes to world class beaches, surf, scuba, snorkeling & golf!
Welcome to Puako Kai Hideaway, a beautifully updated vacation home in charming Puako. Located only minutes away from world class beaches, surf, scuba, snorkeling and golf. Extensive resort amenities, restaurants, shops and farmers markets are a short drive away.This...
Shores at Waikoloa Unit 101: Ground floor 1 br in the Sandalwood Tower
Located in the Sandalwood Tower, this ground-floor corner unit Hawaii Island vacation rental offers plenty of natural light to brighten up your Big Island vacation. Between the open-concept living area or open-air lanai you are sure to find your perfect piece of...
The Sacred getaway at Fairway Villas C1! This 3 bedroom, 3 bath condo is new!
Welcome to Sacred Peaks Getaway, a newly renovated and tastefully designed condominium that can comfortably accommodate up to eight guests. This spacious vacation rental features three bedrooms, providing ample space for everyone in your group. The guest bedroom...
5 Beds Downstairs Corner Unit with AC, 3 Pools, 6 minutes to Beaches, Beach Cart
Ideal downstairs corner location on greenbelt in preferred Regency Building 5 and adjacent to beach trail. Enjoy pleasant trade winds in this light & bright condo with portable A/C units in both bedrooms and living area (No central air or split system). This brilliant...
Hawi Hideaway- A Jungle Oasis
Come enjoy the peace and serenity of this property located just steps away from historic Hawi town.Hawi Hideaway is set back in a quiet cul de sac, surrounded by trees to feel like you are staying in a jungle. Enjoy the sounds of Hawaii with the roosters crowing in the...
Expansive One-of-a-Kind Retreat - 3 Oceanview Lanais - Makena Surf G 301-302
Makena Surf #G-301-302Welcome to Makena Surf #G-301-302, an expansive and newly remodeled four-bedroom, five-bathroom oceanview penthouse with a private den, located in the exclusive Makena Surf Resort. With elegant design, premium finishes, and three private lanais,...
Wonderful Ocean View –Totally Renovated-On Golf Course
STVR-19-358846 - Relax and pamper yourself in luxury in this well-appointed condo. On the golf course with Spectacular Ocean views. This is NOT your average condo rental! This condo has had an extensive high-end renovation and interior decoration including art from...
Updated 2-bed, 2-bath White Sands unit with ocean views, AC & modern amenities
Turn moments into memories at the iconic White Sand Village unit #301. This beautifully, fully-remodeled, and refurnished property is everything the luxury traveler is looking for. You have a front-row view of Magic Sands in this two-bedroom, two-bathroom corner unit...
*Peace and Serenity*
E Komo Mai! Ho'okipa Rose, Peaceful, Tropical home in the quaint town of Haiku. Lovely 2 bedroom, 2 bath, 1000 sq. ft. cottage located on private, two acre property. Fully equipped kitchen with everything you need to prepare meals. Upscale amenities throughout. Outdoor...
Kaanapali Alii Resort 356
"Alii is the Hawaiian word for Royalty' , and our condo is this and much more, it is Luxury at its Best. Welcome to the Kaanapali Alii Resort! When we say DIRECT OCEANFRONT, we mean it... This unit was completely redesigned and remodeled December 2011. OUR CONDO...
Kamahana 19: 2 BR, 2 BA Condominium in Princeville, Sleeps 4
Completely remodeled two bed, two bath private condo. It is aspected towards the golf course and feels more like a home than a condo. Open main living area with incredible tradewind breezes and a a large covered lanai. The kitchen boasts modern appliances and brand new...
North Shore Rustic Country Lodge 2-Story Yurt By Beach Waialua Haleiwa Glamping
Escape to this Tropical North Shore Island Nature Rental Retreat! 2.5 blocks to the beach & famous surf breaks. Rental is a 2-Story Yurt with a generous 1500+ square foot open-concept floor plan. Sleeps up to 11 people. Features kitchen & full bathroom amenities. Close...
Kehena Hideaway Luxury Home
You'll feel well-cared for and cozy in this new two-bedroom home. High-end design and luxury finishes bring art, comfort and beauty indoors; wrapping you in a jewel box of tranquility. The large open deck offers plenty of outdoor living space. The black sand beach of...
Sugar Beach Maui! Direct Ocean Front! Best View! Best Value!
Hello Sugar Beach Resort Lovers! We have just purchased this Direct Ocean & Beachfront Condo in a Spectacular Setting! This condo had a A+ rating for the prior long term owners through one of Maui's largest rental agencies! We are underpricing our condo for our Grand...
Ko Olina Beach Villas 608: Spacious 2BR Luxe Home w/ Ocean Views
Ko Olina Beach Villas B608 by Gather offers an elevated island getaway from the sixth floor of the coveted Beach Tower—Ko Olina’s building closest to the ocean. This beautifully appointed two-bedroom, two-bath villa accommodates up to four guests and showcases stunning...
🏖️Top Floor with Loft | Ocean Views | Air-Conditioning | Concierge Included
vrKCV - Country Club Villas 305, Professionally Managed by Kona Coast VacationsCome enjoy a slice of paradise in this colorful Kona getaway with spectacular ocean and golf course views from the lanai, living room, kitchen, and primary bedroom! Wake up to the sounds of...
Epic Ground Floor Unit - Step onto Hapuna Beach from Large Lanai w/ Plunge Pool
A Rare opportunity to live on the beach in your very own contemporary Hawai'i home next to the Westin Hapuna Resort within the iconic Mauna Kea Resort. Enjoy unparalleled ocean, sunset and beachfront views - steps from the white sands of Hapuna Beach. This is the...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, Gorgeous Partial Ocean AND West Maui Mountain Views!
This tandem pairing combines two adjacent 2BR/2BA partial oceanview suites to create a four-bedroom offering that provides gorgeous views of the Pacific Ocean and the awe-inspiring West Maui Mountains. Guests will enjoy two modern fully-equipped kitchens, two spacious...
Pili Mai 14D, 3 Bdrm, 3 Bath, AC, main floor
Luxury Condo. Main floor, one level condo. 3 bedroom, 3 Bath, Sleeps 8. Central A/C. Granite countertops, bamboo and travertine flooring, stainless steel appliances. Surrounded by the Kiahuna Golf Course, with views of the mountains. Central Poipu location. Walking...
Elegant Giant Oceanfront Estate - steps to Magic Beach with pool, sub zero
Gorgeous and High end 4 bedroom plus bonus (sleeping) loft home. Located in a prime gated community, sleeps 12. Sleeping cots available if needed. The home has a Tropical landscaped yard, fantastic ocean view from both lanais, central A/C, plunge pool with a water...
Peaceful condo with lanai & beach essentials
Summary:Top Floor, Large Lanai with Views, On Golf Course!The Space:Welcome to your Waikoloa golf-view retreat - a peaceful island escape for families & friends to relax and recharge in comfort:- Sleeps 4 | 2 bedrooms | 3 beds | 2 baths- Private lanai w/ outdoor dining...
FABULOUS OCEAN VIEW, 6th FLOOR CONDO, “149-5 STAR REVIEWS”
Located at the Honua Kai Resort in the Konea Tower. Our studio has a fabulous 6th floor ocean view on Kaanapali Beach. This spacious 6th floor studio is an elegant place for a total Maui experience. Our studio/condo features:• luxurious king bed and a sofa queen sleeper...
Prime Oceanfront Kona Reef Vacation Condo - D Building
Location, Location, Location - Oceanfront - D Building.Direct View through Towering Palms into Kailua Bay.Watch the Dolphins, Whales, Parasailers, Surfers and Beautiful Hawaiian Sunsets from your Oceanfront Lanai.Listen to the soothing sounds of the ocean and feel the...
Luxurious home on resort grounds with lanai, grill, pools, hot tub - near beach
Mauna Lani Maluhia #420Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury plus paradise equals this gorgeous home, tucked onto lush grounds at the KaMilo at Mauna Lani resort...
LUXURIOUS ~ 1 bdrm • 2 bath • Sleeps 4 ~ BEAUTIFULLY DECORATED OCEAN FRONT CONDO
Paradise inside and out! The elegant B314 is an elevator ride up to the third floor of the Maui Sunset, where you'll enjoy breathtaking ocean views right outside your window. The warm Hawaiian shore nestles directly against the Maui Sunset greenbelt, with beautiful...
Maui Oceanfront Condo, Mana Kai 811, Amazing Views, on Sandy Beach
Summary:Oceanfront/Beachfront Maui Condo, Mana Kai 811, Amazing Views, on Sandy BeachThe Space:Here it is - the Hawaiian Ali'i oceanfront getaway that puts a check mark next to everything on your vacation wish list. Looking for luxury? Want to hear the ocean waves from...
3 BR 2.5 Bath Home on Incredible Anini Beach
Located on Kauai's verdant North Shore, Anini is a haven for the traveler who wants to experience the unspoiled natural beauty of Hawaii. Protected by a large outer reef, the quiet waters of Anini are perfect for swimming, snorkeling, fishing, kayaking, windsurfing, and...
Kolea 9B offers a nice tropical view and easy access to the Kolea Beach Club!
Kolea 9B has been newly redecorated and offers a beautiful tropical view of the ocean, mountains and palm trees. It has easy access to the Kolea Beach Club. From the moment you walk into this two bedroom extended floor plan villa you will notice the openness and views...
Wailea Elua Village 904 - 3 Bedroom Ocean View Condo
Wailea Elua 904 is a stunning vacation rental property that offers a luxurious island getaway. Nestled within the upscale Wailea resort community, this spacious three-bedroom, two-bathroom condominium provides guests with all the comforts of home combined with the...
Kolea - Stay with Us and Save! the Best Rates in Kolea!
Call for our Introductory Special Pricing This Luxury Property… This unit is a luxurious, new, airy, light-filled 3-BR, 2 BA ground floor end-unit villa with sophisticated tropical Asian decor, lots of windows, and all the high-tech amenities a person could possibly...