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.
Top Floor Spacious Ocean View Condo! Minutes to Beaches, A/C, Wifi, Pool
Address for this Condo: Maui Kamaole 2777 S. Kihei Rd #I-207, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** ***Please See Below for Covid Cancellation Policies***It doesn't get better than this! Let us be the hosts of your dream Maui...
Fantastic ALL NEWLY DECORATED Wailea condo
WELCOME to The Palms at Wailea, Unit 202 - your home away from home! This unit has been completely refurbished and newly decorated. The 2nd floor location provides nice vistas and a cool breeze from the large lanai (BR has AC). The living room has a new queen size sofa...
Beautiful Ocean Views w/ AC!!
This NEWLY remodeled unit comes with central AC, ocean views, high end furnishings, a well stocked kitchen, comfortable beds, two pull out couches and a bathroom for each bedroom! You’ll basically have 3 master bedrooms for you and your guests. Not to mention the...
Kona Mansions#105 1st Floor, Remodeled Unit w/Ocean views & Air Conditioning
Knutson & Associates is proud to be representing a spectacular condo!Kona Mansions#C105 is a wonderfully appointed property that has a phenomenal location. Right in the heart of Kona town, just steps from lively nightlife and the best of Island fare, this 1 bed, 1 bath,...
White Sands Village#118: DIRECT BEACHFRONT, CENTRAL AC, ELEVATORS, SPACIOUS!
White Sands Village is Kona's Premier Vacation Rental destination with ocean and mountain views. It's located directly across the street from Magic Sands Beach; the only white sand beach between Kailua & Keauhou. The complex has a beautiful pool & spa area, lush...
Maui Resort Rentals: Honua Kai Hokulani 625 - 6th Floor 3BR, Stunning Ocean Views from Every Room!
Hokulani 625 is an exquisite three-bedroom/three-bathroom ocean-view residence offering fantastic 6th-floor ocean views as well as the exotic tropical foliage of the interior Hokulani Tower courtyard. The views are abundant from the moment you enter the residence and...
Magnificent ocean views from Polo Beach Club 705, with direct beach access!
Magnificent ocean views from Polo Beach Club 705, with direct beach access! Enjoy the serenity and privacy of one of the best locations in Wailea.As you enter Polo Beach Club 705 you are greeted by the lovely furnishings and decor. You will be drawn to the breathtaking...
Family Vacation with Suburban + great pool & short walk to the beach
On the sun-kissed beaches of Kihei, Maui, you can enjoy the perfect tropical retreat at this high-end 4-bedroom condominium. Nestled just a 17-minute drive from the pristine Wailea Beach and a 3-minute drive from the renowned Maui Nui Golf Club, this property offers...
Kahana Maui Ocean Front 1 BR/1 BA Condo
Located just 50 yards from the ocean this beautiful one bedroom/one bath condo has all the amenities of home. From the Kahana Reef, enjoy the breath taking view of the Pacific, Lanai and Molokai islands from the table and chairs on the large lanai. Enjoy watching the...
Spacious 2BR/2BA Condo - Ocean View, Above it All, Oceanside Pool and Zoned A/C
The Penthouse of Kona Shores awaits you! This spacious and luxurious 2-bedroom, 2-bathroom corner condo is the crown jewel of Kona Shores, offering the largest living space at 1,000 sq ft. As the only 2 BR, 2 BA unit in the complex, it offers a level of exclusivity like...
KPL 25 Remodeled 3BD Plantation Condo Ocean Views Near Beach
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...
🏖️Remodeled | AC Included | Ocean Front Complex | vrKCV
vrKCV - Casa de Emdeko 328, Professionally Managed by Kona Coast VacationsWelcome to Casa De Emdeko #328!Aloha! Discover why the gated community of Casa De Emdeko is one of the most sought-after oceanfront condos on the Kona Coast. Casa #328 offers a perfect blend of...
**Elegant Condo, Ocean Front ! Top floor 2bed&2bath.. NO ELEVATOR
Luxurious condo! 2-bedrooms & 2 full baths. Spacious feel from top 3rd floor 2 level loft unit. Gorgeous view of the ocean with direct ocean front access. Pool & hot tub & BBQ'sFree tennis courts, shuffle board, pool, hot tub, BBQ's, putting golf. Free WiFi, free...
Oceanfront, Stunning View, Remodeled, 1 BR, A/C, Pono Kai C305
Beautifully remodeled, 1 bedroom condo with a stunning ocean view. The only thing between you and the beach is the Kauai Coastal Path!• Cal King bed in the bedroom (new mattress, Dec 2023)• Queen size wallbed in the living room (that's a real mattress, not a folding...
Honu Kai @ Turtle Bay Vacation Home Near Beach & Golf
Swimming pool, tennis courts, pickleball courts, club house; these are just some of the community amenities that you can enjoy in Honu Kai. It is located next to the golf course and close to the beach and many attractions. The home is designed with large living room...
Poipu Kai Resort Vacation Condo in Koloa!
Get that island breeze in your hair at this lovely 2-bedroom, 2-bathroom vacation rental in Regency Villas at Poipu Kai! With community amenities like tennis courts, pools, hot tubs, and more, this property is an enhancement to the island life. This condo is well suited...
Ground floor condo in beautiful Lae Nani!
Directly across from the new garden area with beautiful water lilies and water features, this ground floor condo is perfect for young families and guests. A short stroll across the lawn takes you to a spectacular view of one of the best beaches in the area. A designated...
Spacious tropical getaway with lanais - just steps from the ocean
Hale La'Au Pohaku TVNC 4255Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'**Please note this Vacation Home is located in the tsunami evacuation zone.As one of the more spacious...
Embark on a journey through Maui with Aloha Glamp
Maui is one of the most beautiful and breathtaking islands on Earth.Explore the magic of Maui in style and comfort with our premium 4x4 Jeep equipped with a rooftop tent, enabling you to seamlessly transition from one thrilling adventure to another while indulging in...
Oceanview KAN108 - Gorgeous Ground-Floor Condo in Maui—Ocean View 2 BR/2 BA
Escape to Kanai A Nalu 108, a charming oceanfront condo offering breathtaking views of the ocean. This ground-floor unit features 2 bedrooms and 2 baths, making it an ideal vacation rental for up to 6 guests. The air-conditioned living room and well-appointed bedrooms...
MAUI OCEAN VIEW 2 bed 2 bath with Air Conditioning
Watch the waves and surfing from this Direct Ocean View corner unit. Sleeps 4 comfortably with a possible 5th person on living room sleeper sofa. Each bedroom has a queen bed, and one bedroom has an en suite bathroom. Enjoy wonderful views and trade wind breezes on the...
#1 Kaanapali Beach, 2 br/4beds D108 Maui Eldorado
Aloha! We welcome you to enjoy your next Maui vacation at the Maui Eldorado D108, perfect for friends and family getaway!Located in the heart of Kaanapali in the Kaanapali beach resort area, framed by Kaanapali Golf Course & fragrant plumeria trees, enjoy a leisurely...
Hale Kilokilo By Parrish Kauai: stunning oceanfront views w/ AC throughout! amaz
A dramatic choice from our Kauai oceanfront rentals is this home perched high above the sparkling blue Pacific Ocean. Meaning “The House of Enchantment”, Hale Kilokilo provides unparalleled ocean views from the two-story windows in the great room. Perfect for...
Luxurious Ocean view 2-bed/2-bath condo with Pool, Wi-Fi, Parking.
Waikiki Beach Tower #1804 – 2470 Kalakaua Ave.You'll feel at home, right across the street from the best swimming and surfing beach — world famous Waikiki Beach! This beautiful 2-bedroom, 2-bath Waikiki Beach Tower condo with central air conditioning has 1092 square...
Oceanfr, Cozy 1BR, 1Q bed + 1Q sofa bed, kitchen, big fridge, Center of action.
Completely remodeled (August 2020) 2nd floor Oceanfront studio (within feet of the ocean) is located in the Kona Islander Inn complex that extends from Kuakini Hwy to Alii Drive. The beautiful tropical gardens with banana trees, exotic flowers and green lawns surround...
Includes Mauna Lani Beach Club Pass! Mauna Lani Terrace L102
This vacation rental is professionally managed by ResorticaHawaiiMauna Lani Terrace L102. Includes Mauna Lani Beach Club PassPlease scroll down for detailed informationPLEASE NOTE: There are stairs to that lead down to the front door access to unit L102. Once in the...
Luxurious Kamaole Sands 5-211: Upgraded 1bd/2bath with Ocean Views!
Gorgeous Kamaole Sands 5-211 is your premier Hawaiian retreat in one the best properties in Kihei! This centrally located 1bd/2bath unit is the perfect spot for your Maui vacation!Kamaole Sands offers amenities for the whole family with a large pool, small children's...
Plumeria Tree Hale - Golf Course View - Sleeps 4
Welcome to Plumeria Tree Hale!! Part of the Kuilima Estates East community, this tastefully designed unit comes with 1 bedroom, 1 bathroom and offers 785 interior square feet of space for your enjoyment. The property was named Plumeria Tree Hale (house) for the...
KBR #401 - 2 Bedroom/2 Bath Ocean Front Corner Unit on Stunning Sugar Beach!
Beachfront condo #401 is a 2 bed/2 bath corner unit on the 4th floor of the 1st building, at the north edge of the property right in front of the pool. Extra windows provide even more expansive ocean views and also let in lots of light. Pick up some fresh local food to...
Remodeled tropical dream with ocean views
Papakea E407 is a 3-bedroom, 2-bathroom condo featuring amenities such as a washer/dryer, vaulted ceilings, and air-conditioning. Located on the fourth floor, this extensively remodeled condo can accommodate up to 10 guests with a California King bed in the master...
Gorgeous Views - Oceanfront | Ground Floor | Corner Unit - Sleeps 2 to 4
Make your stay even more memorable on Maui with this deluxe OCEANFRONT condo! *The calendar is always up-to-date so book with confidence! This 1 bed 1 bath condominium is a ground floor corner unit, with a private lanai and located less than 2 minutes away from the...
Kamaole Sands 7-104 | Steps From the Beach, Pool
Welcome to Kamaole Sands 7-104, a serene one-bedroom, two-bathroom vacation condo nestled in the lush, resort-style community of Kamaole Sands in Kihei, Maui. Set amidst 15 acres of beautifully manicured gardens, waterfalls, and koi ponds, this tropical escape offers...
Wailea Ekahi Ocean View Studio! AC included
Experience Island Elegance at Wailea Ekahi Village 15EWelcome to your serene retreat in the heart of Wailea! Unit 15E is a fully furnished, turnkey studio condo offering the perfect blend of comfort and island charm. Situated on the desirable greenbelt of Wailea Ekahi...
Amazing Oceanview! Wailea Ekolu 1BR/2BA - Walk to Golf!
Lesli's luxury Wailea Ekolu Village Condominium is a 900-square-foot, one bedroom, two bath, oceanview condo, occupying the ground floor of a two-story building. Ekolu 107 accommodates up to four adults comfortably. It is fully-appointed and includes phone, radio/iPod...
Roomy 2/2 + LOFT Floorplan: 2 Master Suites
Summary:Spend your next vacation in our luxury two-story villa at Waikoloa Beach Villas. This spacious and thoughtfully designed unit offers 1,585 square feet of bright, comfortable living space — perfect for the whole family to relax and unwind.The Space:The main...
Top floor! Direct view! Sleeps 6! Highly Desirable! #213
ALOHA AND WELCOME TO HALE KAI # 213YOUR BLISS IN PARADISE Our condo is situated so close to the ocean that when you first open the door, it seems as though you could dive right in. So close in fact that your favorite pastime might just be kicking back on the lanai,...
Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH
Permit # STWM 2013/0013This palatial Kaanapali Villa, offers the perfect location for families or couples. IMPORTANT: Sleeps 8 adults Maximum - 10 with children. Situated on the Royal North Kaanapali Golf Course, 13th green. The competition course played on by all the...
Four Star Boutique Hotel, Luana Waikiki Private Studio with Park View
It is located in the four star boutique hotel, Luana Waikiki Hotel & Suites, adjacent to Fort De Russy Park and a short stroll to Waikiki Beach. The lobby with Hawaiian decor feels a warm welcome and a spacious mezzanine level where guests can relax. The studio is...
Hale Kamaole 339 Ultra Modern 2 Bedroom with Loft next to Beach
Book with us and come to Maui to explore everything we have to offer!This meticulously updated and well maintained air conditioned 2 bedroom with loft has everything you need to relax in luxury! Conveniently located very close to world class beaches, hiking, shops, and...
Islander on the Beach 214 - New Listing
Enjoy a beautiful garden with peek ocean view in this second floor Studio condo at the much loved Islander on the Beach. Islander On The Beach 214 is beautifully decorated with quality, island-style furnishings: a king bed with a full size sofa sleeper accommodates up...
Beautiful Top-Floor Condo with Pool & Hot Tub - Near Kiahuna Golf Course
Pili Mai 8IOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ready to experience a new Hawaii? Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in...
Sandpiper 133A - Updated (2021) one bedroom, sleeps 4.
Beautifully updated (Summer 2021) one bedroom one bathroom condo. New floors, paint, shower, counter tops, ceiling fans. New solid wood bedroom set. Modern, clean, with all the comforts of home. It has a (California) king bed and a queen air mattress so it can sleep up...
Waiohai Beach House – Elegant Oceanview Retreat in Poipu
This oceanfront home embodies the essence of ‘Island Casual’ living, with a focus on relaxation and the breathtaking beauty of its direct ocean views; a perfect spot for those seeking an authentic and unpretentious island experience. The spacious, beautifully...
🏖️Ocean View | Great Location | Concierge Included | vrKCV🏖️
vrKCV - Sea Village 3204 - Professionally Managed by Kona Coast VacationsExperience Oceanfront Serenity at Sea VillageBreathe in the warm, tropical air and take in the stunning turquoise hues of the Pacific Ocean from the comfort of your private lanai. This quiet Sea...
Save up to 25% on stays thru 5/31/25! 2B/2B w/AC! Perfect Family Getaway KRH202!
Welcome to Kaanapali Royal H-202 — a spacious and peaceful 2-bedroom, 2-bathroom condo offering 1,577 square feet of comfort and island charm. Nestled on the fairways of the Kaanapali Golf Course, this family-friendly retreat is perfect for those looking to unwind...
Stunning Ocean Views I Menehune Shores 407
Enjoy sun-soaked beach days and relaxing balmy evenings at this fourth-floor 2BR/2BA Menehune Shores condo. Your rental offers a prime location on the right side of the building, overlooking the pool and ocean and offering split system remote controlled A/C in each...
MINUTES TO KAILUA BEACH-FABULOUS POOL great indoor/ outdoor living
ABSOLUTELY FABULOUS very large two bedroom two bath house or more.... if you rent the loft which has another HUGE bedroom bath and kitchenette. .Sparkling pool in a private courtyard in the back yard VERY PRIVATE. Asian inspired furniture from a designers eye. ONCE YOU...
Newly Renovated Ocean View Retreat! Polo Beach 309
First time offered for rent, Polo Beach Club #309 has been a lovingly cared for home up until now. Be the first to stay in this beautifully updated home with ocean views and palms to shade for privacy. #309 is a spacious and bright condo with soft whites and tans...
Gorgeous Secluded Beach Getaway Location-Large Kitchen-A/C-Grill-Fenced yard
For questions, to verify availability dates or to check the availability of other furnished rentals we manage, please contact the owner. You found it! A large 1,100 square foot, two bedroom, nicely upgraded beachside vacation rental that can sleep up to 8 guests and is...
At the water's edge! Oceanfront #118
Unit #118 has been remodeled with Brazilian Granite Counter tops in Kitchen and Bathroom, and Italian Porcelain floor tile throughout. Very popular Unit due to it's decor, amenities, location, and proximity to the Pacific Ocean, approximately 11 feet. Honokeana Cove is...