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.
Ground floor oceanfront condo w/private lanai, outdoor pool, hot tub, great view
Pali Ke Kua 111Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Whether it is the spectacular orange skies at sunset, a million stars at night, or the sound of the waves crashing on...
the Birdcage - Waikiki Hideaway, Steps to the Beach
Location is everything!The Birdcage is a breezy and bright studio giving you clear views of the Koolau Mountains. With historic Waikiki Beach just outside the hotel lobby, the Birdcage is the perfect home base for exploring Honolulu and the rest of Oahu.Double paned...
3 BR/2 BA, Beautiful Condo with Wi-Fi,Pool,Minute to Beach & Town
This spacious, beautiful three bedroom condominium has been designed for privacy and casual living, furnished with comfortable Island style furniture, including a large private lanai, air conditioning, ceiling fans, large closets, and washer/dryer. It is also equipped...
⛵️Heavenly Hawaii Oceanview 4 Bedroom
1 month or more booking.HI TA# 175-714-3040-01 HI GE#175-714-3040-0184-687 Ala Mahiku We depend on 5 star reviews so kindly read full description and reviews before you book. :) Guest limit is 6 including children and babies. Ocean view with back and front lanai. Golf 5...
Beautiful ground floor with Views! Steps to Ocean and Pool #117
ALOHA AND WELCOME TO HALE KAI # 117ARLENE'S MAUI OCEANFRONT CONDOHale Kai #117 is just steps to the sand, ocean and pool. From this one level, ground floor, non-smoking, oceanfront condo, you can snorkel, swim, watch turtles and even whales during that season. This well...
Centrally Located Kailua-Kona Condo w/ Lanai!
If you’re looking for an unbeatable location and sandy shores, there’s no better place than this lovely Kailua-Kona condo. Just a short walk to the heart of downtown, this 2-bedroom, 2-bathroom vacation rental ensures a stress-free stay on the Big Island! You’ll...
Corner unit! Direct Views! Best Rates for Summer!
Kaleialoha #304West Maui Welcomes You Back! Our communities of Kaanapali, Honokowai, Kahana, Napili, and Kapalua; we all welcome you. Please have compassion and malama (care for) the island during your visit. ***ELEVATOR UNDER REPAIRS UNTIL FURTHER NOTICE*****Sorry for...
Waikiki Condo - Ocean View - Minutes from the Beach!
Aloha and thank you for checking out your home away from home in the heart of Waikiki within minutes to the beach! You will be located in room 1630 on the 16th floor of an oceanfront condo that gives you access to a beautiful ocean view right from your own private and...
UPDATED-RARE GROUND FLOOR 2 BEDROOM-AC THROUGHOUT-METICULOUS CLEANING
Book with confidence, this nicely updated 2 bedroom, 2 bathroom (1086 sq. ft) ground floor condo. This 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...
Relax, feel total peace and comfort in my newly upgraded condo - ocean view
My condo was totally updated in 2019 with new flooring and it has: granite kitchen counter top, stainless steel appliances and real wood cabinets, furniture and large energy efficient washer/dryer. In addition you will find it is perfectly located as it is a few feet...
Ko Olina Beach Villas O704: Serene Oceanfront 2BR w/ Resort Views from Lanai
Welcome to Ko Olina Beach Villas O704 by Gather, an enchanting Hawaii retreat nestled in the heart of the prestigious Ko Olina Resort. Located in the Ocean Tower, this stunning villa offers a unique blend of luxury, comfort, and breathtaking ocean views. This two...
Professionally Cleaned Ilikai14th Fl 1BR Beautiful Sunset and Great Location!
*******IMPORTANT NOTICE**********Exterior Painting & Spalling Repair Project at IlikaiA licensed contractor has begun a major spalling repair and full exterior painting project for the building. This is a large-scale effort that will take approximately 1.5 to 2 years to...
KRL D302 Beautifully Updated Kaanapali 2BD on Golf Course wLarge Furnished Lanai
Kaanapali Royal D302 Beautifully Updated Kaanapali 2Bedroom on Golf Course with Large Furnished Private Lanai for Year-Round Indoor-Outdoor Living. Central AC, Pool, and More! FREE daily activities included with your stay value up to $570! Complimentary admission, every...
Kahana Sunset B10 - Ocean Views - Complimentary Activities - Swim, Snorkel & Sunsets included!
Kahana Sunset Resort B10 Enjoy the beautiful expansive views of the Pacific when staying in this spacious two level 2 bedroom Kahana Sunset condominium. Relax on either of your lanais and watch whales play in the warm waters of the Pacific during the winter months and...
Kaanapali Royal L303, Ocean views and easy walk to Kaanapali Beach
Great Kaanapali Royal listing with ocean and sunset views. Third floor unit L303 with ocean views and views of golf course and Whalers Village. 4-7 occupancy: 4 adults 3 children, or 5 adults 1 child. See bed info we want you to be comfortable! The main living room...
Ocean/Diamond Head Views, High Floor, A/C, Washer/Dryer, WiFi, Parking!
Waikiki Skytower #1803 – 2410 Cleghorn St.(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Enjoy this contemporary high floor condo with partial Pacific Ocean and Diamond Head views (602 sq.ft. plus lanai with table & chairs)! With only 4 condos...
Steps to the Ocean at Manini Beach at Kealakekua Bay! Konakays
Kealakekua Bay (which means Pathway to the Gods) has one of the Big Island's most spectacular coral reefs. Because it is a Marine Life Sanctuary, the fish are plentiful and swarm over the well developed reef that slopes from the shores into the ocean. Spinner dolphins,...
NEW! Big Island Stay with Private Lanai, Golf Course, Pool, Pickleball, & Views!
Welcome to the peaceful Hawaii vacation you've always dreamed of! Situated on a beautiful golf course with views of the ocean and even Maui in the distance. Enjoy golden sunsets every evening from the comfort of your own private lanai. Lovely pool and tennis courts...
Downtown studio near attractions with amazing views, lanai, & full kitchen
SeaShore 62Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience Honolulu at this beautiful studio in the heart of Waikiki. You'll be within walking distance of many of the...
KKSR3101 DIRECT OCEANFRONT GROUND FLOOR CORNER ADVOCATES PLANET-FRIENDLINESS
Welcome to Hale Malama Pono, a temporary home base for you to enjoy what Hawaii has to offer you as a visitor while treading as lightly as you can. Your hosts are long time visitors to the Island and now new owners. This home away from home is named for the values that...
Our Kona Getaway at Kahalu'u Beach
We are a ground floor, 2 bed, 2 bath condo, with ocean and bay views, in the three story Kahalu'u Reef building, and part of the Kona Seaspray property. Our unit is a perfect place to base your stay in the Kona area, with easy access to one of the best snorkeling and...
Great Top floor! Beamed Ceilings! Direct Views~ 214
ALOHA AND WELCOME TO HALE KAI # 214Located right on the ocean on the beautiful island of Maui, our condo can be your _home by the sea_. Comfortably decorated with tropical Hawaiian furniture and artwork, our unit will provide you with all the comforts of home, including...
Stunning Private North Shore Oceanfront Retreat!
Prime oceanfront location in the illustrious Pali Ke Kua condominiums. This modern condo features cascading views of Hanalei Bay and beyond! Situated in the Princeville community, this retreat is located near all the north shore has to offer. Enjoy the pool, take a...
Cottage-Very Close to Beach-Quiet A/C-Full Kitchen with Range/Oven-Deck-Laundry
For questions, to verify availability dates or to check the availability of other furnished rentals we manage, please contact the owner. This is the adorable beach bungalow you've been looking for. Located on the southern border of Laie on the northeast shore of Oahu,...
Updated 2BR Paradise: A/C, Modern Luxury & Resort Amenities at Regency Poipu Kai
Escape to paradise in this newly updated, air conditioned, 2-bedroom vacation haven nestled within the prestigious Regency at Poipu Kai. This tropical retreat promises a perfect blend of modern luxury and Hawaiian charm, providing an unforgettable backdrop for your...
KAK A207 Renovated Kihei Condo Near Beach w AC Pool
Kihei Alii Kai A207 Renovated, Close to the Beach with Large Breezy Lanai! FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching (seasonal), Sunset Dinner Cruise, Molokini Snorkel Trip, Alpaca...
Regency at Poipu Kai 423 By Parrish Kauai - Walk to the Beach
Featuring some of the largest and finest Kauai condos on island. Each Regency unit is spacious and offers deluxe interiors as well as all the needed modern comforts.PARRISH PROFESSIONAL CLEAN – Built Upon the Vacation Rental Management Association (VRMA) “Safe...
Honl's Beach Hale: Airy Oceanfront Home w/ Beautiful Views & Relaxing Yard
Honl's Beach Hale is a newly remodeled oceanfront retreat set along the Kona Coast on the iconic Ali‘i Drive, just steps from Honl’s Beach at Wai‘aha Bay. This 3-bedroom, 2-bath home blends traditional Hawaiian charm with modern comforts, offering front-row seats...
Alii Villas#127 DIRECT OCEANFRONT, GROUND FLOOR, 2 BEDROOMS, 2 BATHROOMS
Alii Villas#127: Exceptional, Direct Oceanfront Living at Popular Alii Villas Condominium Complex! Experience ultimate island living in this completely updated oceanfront two-bedroom condo. Conveniently located on the first floor, unit 127 features a large...
Delightful cozy condo with rattan accents
***Construction Noise Notice Below***Napili Point B34 is a 1 bedroom, 1 bathroom condo featuring amenities such as oceanfront views, a washer/dryer, and air-conditioning. Located on the ground floor, this condo can accommodate up to 4 guests with a King bed in the...
Kanaloa Kona on a gorgeous ocean beach!
Kanaloa at Kona is considered by many to be the nicest resort on the Kona Coast. It sits on an ancient Lava flow that juts out into the Ocean about 1/2 mile, thereby separating the resort from the noise and traffic of Alii Drive, with entrance through a quiet...
🌴Kalanikai #110, 1st floor with Garden View🌴
Your vacation headquarters lie right in the heart of Kailua-Kona less than 1000 feetfrom the ocean and the famed Alii Drive. Your recently remodeled condo is beautifully appointed with tropical furnishings andmodern updates, including brand new kitchen cabinets and...
Aston Whaler at Kaanapali 1112: Amazing 11th Floor 1 Br Ocean View Condo
Look no further for your piece of paradise. This beautiful condo has everything you need and more for a relaxing time on Maui. From the remodeled kitchen to the thoughtful furnishings and interior design, you are sure to enjoy every moment of your Hawaiian vacation. The...
Kanai A Nalu 220 - Direct Oceanfront - Discount Specials!
The true spirit of “aloha” awaits you at this highly desirable upgraded two bedroom/two bath spacious Kana'i A Nalu beachfront condominium in Maalaea. Upon first entering, you will be greeted by breathtaking views of the pristine blue Pacific. Spend the day relaxing...
Two Bedroom Paia Beach House Less in the middle of all the North Shore beaches
This is an adorable TWO bedroom house with high vaulted ceilings and shiny wood floors. The house is a half block off Hana Highway, 0.9 miles from Paia town, and within a mile of all the North Shore Beaches.There is a queen size bed in the first bedroom and a full size...
Fantastic Sunset and Ocean View/ Special Rates!
Kepuhi Beach Resort is located next to Papohaku Beach (three miles of white sand beaches). Address is 1131 Kaluakoi Rd. Unit 2174, Maunaloa, HI 96770Snorkeling is within footsteps of your door, Beach equipment included: Boogie Boards, Bamboo 'backpack style' beach...
Maui Eldorado Beachfront Resort - Apt I-101 - Two Bedroom Vacation Rental Condo
Aloha -- Welcome to our condo apartment.It is a 1200 sq ft ground floor corner unit located in the Maui Eldorado Beach Resort, beside the 4th fairway of the Royal Kaanapali Golf Course. The condo has two queen size beds - each in a separate sleeping room with direct,...
King Bed - Private Lanai, Pacific Ocean view Studio w/ Full Kitchen
Legal Vacation Rental2947 Kalakaua Ave 1105⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.Diamond Head Beach Hotel & Residences - ✔KING Bed ✔Amazing Views✔Full Kitchen ✔Private Lanai✔11th Floor...
Unobstructed ocean views and a 70" flat screen TV
Direct oceanfront condo! Lauloa 102 is a 2-bedroom, 2-bathroom ground-floor condo with a large lanai is well-appointed and offers all the comforts of home. Unit 102 can accommodate up to 4 guests. Enjoy in-house meals using the well-equipped kitchen. This home stays...
Stunning Tri-level Villa - Outdoor Lava Rock Shower w/ Lanai - 25% OFF Jul-Sept
Unique Ocean and Mountain View Tri-Level Home in Princeville. Immaculately Maintained from Floor to Ceiling. Large Outdoor Lava Rock Private Shower. Large Ipe Wood Front Lanai for Sunbathing / Relaxing and Lounging. Short Walk to Princeville and Bali Hai Hotels. Located...
MV 1410 2BD Condo w Pool AC Ocean Views Across from Beach
Maui Vista 1410 NEW LISTING Ocean View 2 Bedroom Condo. Perfect Backdrop for Your Hawaiian Vacation FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale Watching (seasonal), Sunset Dinner Cruise,...
Airy Kailua-Kona Condo < 1 Mi to Beach + Town
Feel the warmth of the Hawaiian sun each day when you stay at this inviting 1-bedroom, 1-bathroom condo in Kailua-Kona. The vacation rental is ideally located for your coastal getaway with your loved ones, with Honl's Beach, Hale Halawai Park, and an abundance of local...
Popular Ground Floor Unit at OCEANFRONT RESORT in Kihei! Great rates.n
This garden-view ground-level condo is the perfect spot to enjoy some aloha at this beachfront complex. There are no roads to cross, just walk out of this well-appointed ground-level unit and you're just steps to the ocean. During whale season, January through April,...
OCEANFRONT RESORT- Great Views - Kihei Sands Beachfront Condos- B6
Trade cold snowstorms for warm shorelines this winter. With sunny skies, golden sands, and spectacular whale sightings, Maui's inviting landscape and our NEW SEASONAL PRICING brings you a step closer to your island escape!This condo is priced for 4 persons - we'll add...
Konea 1026: Spacious 2 Bedroom Condo with Ocean & Mountain Views at Honua Kai
Welcome to Konea 1026, a luxurious two-bedroom, two-bathroom top-floor condo at Honua Kai Resort & Spa. This spacious 1,285 square foot unit boasts a unique floor plan with lanai access from both bedrooms, offering breathtaking ocean and mountain views. Recently...
Maui Special!! 2BDRM/2BA Ocean View and Convenient Location
Our Ocean view condo is spacious with 2 Bedrooms, 2 Baths, and airy living room. The sliding glass doors slide into the lanai creating a seamless transition between indoor and outdoor living overlooking the ocean and the spectacular sunset view. Only steps from the...
Beachfront Diamond Head views, Quiet End of Waikiki with Swimming/Surfing!
Colony Surf #308 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)A contemporary tropical theme lends tranquility to this recently remodeled 540 sq.ft. studio in the beachfront Colony...
Beautiful, Simple & Relaxing... South Maui Studio Condo KR 309 with Views
** 2025 - Special rates - Book Now! **Experience the breathtaking beauty of Kealia Resort Unit 309, where unforgettable views and ultimate relaxation await. Step into the charming studio and be greeted by floor-to-ceiling windows that offer stunning garden and ocean...
Hawaii Life Rental Presents Aloha 'Ohana
Welcome to one of Poipu Beach’s finest vacation destination areas! Located in a spacious corner lot within the magical and tranquil Kiahuna Golf Village, here you will find yourself immersed in the lush, natural beauty of Kauai while enjoying your luxurious home-away...
KK 211 Updated OceanFront with Breathtaking Views All Year
KK 211 Breathtaking Ocean Views from West Maui Condo with a Beachfront Pool 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,...